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33 Jennings Lane

Windham, Connecticut 06280

PENDING$399,900
Beds
4
Baths
2
SqFt
2,040
Acres
2.00
Year Built
1967
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Completely renovated from top to bottom, this move-in ready raised ranch sits on 2 private acres and offers the perfect blend of modern farmhouse design, quality craftsmanship, and today's most desirable upgrades. With approximately 2,000 square feet of beautifully finished living space, this home features 4 bedrooms, plus an office/recreation room, 2 full bathrooms, and a finished walkout lower level with a spacious entertainment room. The heart of the home is the stunning designer kitchen, thoughtfully remodeled with quartz countertops, a timeless tiled backsplash, brand-new stainless-steel appliances, and an expansive peninsula offering additional seating, prep space, and effortless entertaining. A dedicated coffee bar adds both charm and functionality, while the abundance of countertop space and cabinetry provides exceptional storage. The kitchen flows seamlessly into the dining area, where French doors open to the insulated four-season porch, creating the perfect place to enjoy your morning coffee while overlooking the private backyard. Large windows throughout the home fill every room with an abundance of natural light. Just off the kitchen, you'll find a beautifully renovated mudroom that connects the home to the attached two-car garage, offering a stylish and practical transition between the garage and the main living area.

Key Facts

City/Town
Windham
Neighborhood
N/A
Property / Style
Single Family · Raised Ranch
Year Built
1967
Days on Market
16 days
Beds
4
Baths
2 full
Living Area
2,040 sq ft
Lot Size
2.00 acres
Garage / Parking
2 garage
Property Taxes
$5,480 / Annually

Market Snapshot

The Windham Market

Single Family · trailing 12 months

Median Days on Market

19

13 active listings

Median $ / Sq Ft

$203

13 active listings

Sale-to-List Ratio

100.7%

166 sales

How this home compares

List Price

$399,900

vs $299,900 median

33.3% above median

Price / Sq Ft

$196

vs $203 median

In line with median

Days on Market

16 days

vs 19 days median

3 days fresher than median

Based on 13 active and 166 closed sales (trailing 12 mo) of single family in Windham. Source: SmartMLS · As of July 28, 2026.

Location

33 Jennings Lane, Windham, Connecticut

Property + 11 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,629

per month

  • Principal & Interest$2,039
  • Property Taxes$457
  • Insurance$133
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Windham
Neighborhood
N/A
County
Windham

Residence

Property Type
Single Family
Style
Raised Ranch
Year Built
1967
New Construction
No/Resale
Living Area
2,040 sq ft
Below Grade
1,000 sq ft

Schools

Elementary
Per Board of Ed
High
Windham

Interior

Heating
Heat Pump
Heat Fuel
Electric
Cooling
Central AirSplit System
Fireplaces
1
Laundry
Lower Level
Appliances
Electric RangeRange HoodRefrigeratorDishwasherWasherDryer
Basement
FullFully Finished
In-Law Apartment
No
Additional Rooms
Bonus RoomBreezeway

Exterior & Lot

Lot Size
2.00 acres
Zoning
R3
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Deck
Lot Description
Level LotClearedProfessionally Landscaped

Listing & Financials

Property Taxes
$5,480 / Annually
Days on Market
16
MLS #
24190853
MLS Status
Under Contract
Financing
FHA,VA,CHFA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Agnes Mroczka

(860) 770-0029

William Raveis Real Estate

(860) 258-6202

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/28/2026 at 7:45 AM UTC.